Dipyrromethene-metal chelate compound and optical recording medium using thereof

Abstract

An optical recording medium comprising at least a recording layer and a reflecting layer on a substrate wherein the recording layer contains at least one dipyrromethene-metal chelate compound represented by general formula (1):wherein R1 to R6 independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R7 represents halogen, aryl, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; A represents substituted or unsubstituted aromatic or heterocyclic ring with up to 20 carbon atoms; L1 represents substituted or unsubstituted bivalent residue forming a ring together with carbon atoms to which it attaches and optionally containing a hetero atom; and M1 represents transition metal element.

What is claimed is:  
     
       1. An optical recording medium comprising at least a recording layer and a reflecting layer on a substrate wherein the recording layer contains at least one dipyrromethene-metal chelate compound represented by general formula (1):                    
       wherein R 1  to R 6  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 7  represents halogen, aryl, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; A represents substituted or unsubstituted aromatic or heterocyclic ring with up to 20 carbon atoms; L 1  represents substituted or unsubstituted bivalent residue forming a ring together with carbon atoms to which it attaches and optionally containing a hetero atom; and M 1  represents transition metal element.  
     
     
       2. The optical recording medium as claimed in  claim 1  wherein the dipyrromethene-metal chelate compound is the dipyrromethene-metal chelate compound represented by general formula (2):                    
       wherein R 8  to R 18  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 14  represents halogen, aryl, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; B represents substituted or unsubstituted aromatic or heterocyclic ring with up to 20 carbon atoms; L 2  represents substituted or unsubstituted alkylene residue forming a ring together with carbon atoms to which it attaches; and M 2  represents transition metal element.  
     
     
       3. The optical recording medium as claimed in  claim 2  wherein the dipyrromethene-metal chelate compound is the dipyrromethene-metal chelate compound represented by general formula (3):                    
       wherein R 15  to R 20 , R 22  to R 25  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 21  represents halogen, substituted or unsubstituted aryl with up to 20 carbon atoms; heteroaryl alkoxy, alkylthio, aryloxy or arylthio; M 3  represents transition metal element.  
     
     
       4. The optical recording medium as claimed in  claim 1  wherein R 1  in general formula (1) is halogen. 
     
     
       5. The optical recording medium as claimed in  claim 2  wherein R 8  in general formula (2) is halogen. 
     
     
       6. The optical recording medium as claimed in  claim 3  wherein R 15  in general formula (3) is halogen. 
     
     
       7. The optical recording medium as claimed in  claim 1  wherein the recording layer further contains at least one dipyrromethene-metal chelate compound represented by general formula (4):                    
       wherein R 26  to R 33  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 34  represents halogen, substituted or unsubstituted aryl with up to 20 carbon atoms, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; and M 4  represents transition metal element.  
     
     
       8. The optical recording medium as claimed in  claim 2  wherein the recording layer further contains at least one dipyrromethene-metal chelate compound represented by general formula (4):                    
       wherein R 26  to R 33  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 34  represents halogen, substituted or unsubstituted aryl with up to 20 carbon atoms, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; and M 4  represents transition metal element.  
     
     
       9. The optical recording medium as claimed in  claim 3  wherein the recording layer further contains at least one dipyrromethene-metal chelate compound represented by general formula (4):                    
       wherein R 26  to R 33  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 34  represents halogen, substituted or unsubstituted aryl with up to 20 carbon atoms, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; and M 4  represents transition metal element.  
     
     
       10. The optical recording medium as claimed in  claim 1  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       11. The optical recording medium as claimed in  claim 2  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       12. The optical recording medium as claimed in  claim 3  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       13. The optical recording medium as claimed in  claim 4  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       14. The optical recording medium as claimed in  claim 5  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       15. The optical recording medium as claimed in  claim 6  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       16. The optical recording medium as claimed in  claim 7  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       17. The optical recording medium as claimed in  claim 8  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       18. The optical recording medium as claimed in  claim 9  wherein the recording layer has a refractive index of at least 1.8 at a laser wavelength and an extinction coefficient of 0.04 to 0.40. 
     
     
       19. The optical recording medium as claimed in  claim 1  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       20. The optical recording medium as claimed in  claim 2  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       21. The optical recording medium as claimed in  claim 3  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       22. The optical recording medium as claimed in  claim 4  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       23. The optical recording medium as claimed in  claim 5  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       24. The optical recording medium as claimed in  claim 6  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       25. The optical recording medium as claimed in  claim 7  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       26. The optical recording medium as claimed in  claim 8  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       27. The optical recording medium as claimed in  claim 9  wherein recording and regenerating can be performed for a laser beam with a wavelength within a range of 520 to 690. 
     
     
       28. A dipyrromethene-metal chelate compound represented by general formula (1):                    
       wherein R 1  to R 6  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 7  represents halogen, aryl, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; A represents substituted or unsubstituted aromatic or heterocyclic ring with up to 20 carbon atoms; L 1  represents substituted or unsubstituted bivalent residue forming a ring together with carbon atoms to which it attaches and optionally containing a hetero atom; and M 1  represents transition metal element.  
     
     
       29. The dipyrromethene-metal chelate compound as claimed in  claim 28  represented by general formula (2):                    
       wherein R 8  to R 13  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 14  represents halogen, aryl, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; B represents substituted or unsubstituted aromatic or heterocyclic ring with up to 20 carbon atoms; L 2  represents substituted or unsubstituted alkylene residue forming a ring together with carbon atoms to which it attaches; and M 2  represents transition metal element.  
     
     
       30. The dipyrromethene-metal chelate compound as claimed in  claim 29  represented by general formula (3):                    
       wherein R 15  to R 20 , R 22  to R 25  independently represent hydrogen, halogen, nitro, cyano, hydroxyl, amino, carboxyl, sulfo, substituted or unsubstituted alkyl with up to 20 carbon atoms, alkoxy, alkylthio, aryloxy, arylthio, alkenyl, acyl, alkoxycarbonyl, carbamoyl, acylamino, aralkyl, aryl or heteroaryl; R 21  represents halogen, substituted or unsubstituted aryl with up to 20 carbon atoms, heteroaryl, alkoxy, alkylthio, aryloxy or arylthio; M 3  represents transition metal element.  
     
     
       31. The dipyrromethene-metal chelate compound as claimed in  claim 28  wherein R 1  in general formula (1) is halogen. 
     
     
       32. The dipyrromethene-metal chelate compound as claimed in  claim 29  wherein R 8  in general formula (2) is halogen. 
     
     
       33. The dipyrromethene-metal chelate compound as claimed in  claim 30  wherein R 15  in general formula (3) is halogen.